DE3138750A1 - INSECT PEST - Google Patents

Description

1-3689
KMC-X-33

KUMIAI CHEMICAL INDUSTRY CO., LTD. Tokyo, Japan

Insect pests

The present invention relates to insect pests. In particular, the invention relates to an insect pest agent used to control rice pests such as e.g. brown planthopper (Nile & parvata lugens) and noxious Pests can be controlled with the use of low doses.

In Japan and Southeast Asia, viral diseases of rice plants are dwarf growth, streak disease (stripe) s ßoh, wargstr © ifig © r Zwergwuchs (black-steakeddwarf) and yellow dwarf. These Diseases are identified by gr © on ric © l © afhopp @ r (Nephotetfcix cincticeps) and smaller brown plantlioppcsr (Laodelphax striatellus) transmitted. In addition, © ine through an infection of the Bodane.verursacht®, nekroti · » sch © mosaic virus disease btkarait.

Recently, in the Kyushu district of Japan, the increased incidence of grassy dwarfism (grassy stunt) observed. The spread of this disease was particularly severe in the southwest of Kyushu District, although the occurrence of grassy dwarfism so far only was found in Southeast Asia. The diseased rice plants cause a deterioration in quality of rice. The grass-like dwarfism is a serious plant disease in the dry zone. The transmission The virus is carried out by brown planthoppers (Nilaparvata lugens) who live in the southern zone during the rainy season reach Japan and multiply severely in wet fields on rice. The spread of the grass-like dwarfism in the western district of Japan, particularly in the Kyushu district, shows the effect of the disease in the southern zone with respect to Japan. The increased multiplication of grass-like dwarf growth is with Concern observed. It is extremely important to keep the brown planthopper (Nilaparvata lugens) in the range of the Fight virus as soon as possible.

The Nilaparvata lugens pests are in wet fields Asia widespread. You can get there from such zones during the rainy season with warm south-westerly winds Japan. It is impossible to prevent the brown planthopper's imago from invading. It is therefore difficult to find the To prevent initial infection. In the southwest of the Kyushu district, the initial infection reduction is one important goal. In addition, it is necessary to effectively prevent one secondary infection. It It is therefore necessary to control the brown planthopper (Nilaparvata lugens) with pesticides. Kick it however, poses various problems, particularly with regard to the decrease in sensitivity to Insect pests.

31387

The pyrethroid compounds used in the context of the present invention have the formula

¥ et

CHOC-CH-CH-GH = C ^

⁰ A (D

CHL CH "

where X is a hydrogen atom or an ethynyl group stands. The pyrethroid compound (I) having an ethynyl group as X is known as an insect pest agent effective against agricultural pests, like Rice stem borer (Chilo suppressalis), smaller brown planthopper (Laodelphax strlatellus) and green rice leafhopper (Nephotettix cincticeps), is effective (see JA-OS 33452/1980). In the case of the pyrethroid compound (I) with hydrogen atom as X is a new compound that opposes an insect pesticide effect green rice leafhopper (Nephotettix cincticeps), rice stem borer (Chilbsuppressalis), tabacco cutworm (Spodoptera litura), smaller brown planthopper (Laodelphax striatellus), etc. has. The pesticidal effect of these pyrethroid compounds (I) to brown planthopper (Nilaparvata lugens) however is unsatisfactory «; if the Pyrethroid compound (I) is applied, a stable effect is not always observed. For the practical Application, it is therefore preferred to use this connection to combine a synergistic active ingredient.

On the other hand, it is known that O, O-di ~ C2-3 ^ro & lkyl »S ~ b @ nzyl- or -S-halobenzyl-phosphorothiolateQs, in particular 0,0 ~ diisopropyl-S-benzyl-phosphorothiolate or O ₉ 0-Diisopropyl-S-halob®nzyl-phosphorothiolate (hereinafter referred to as IBP) have an excellent germicidal effect on agricultural K © ira® at R @ is or the like. However, these compounds have practical applicability

(ο

-X-

Dose levels do not have an effective insect pesticide effect agricultural insect pests.

It is therefore an object of the present invention to provide an insect pest composition which has the advantages of the pyrethroid compound (I), but avoids the disadvantages of the pyrethroid compound (I). It is further The object of the present invention is to provide an insect pest composition which is insect pests of the genera Hemiptera, Lepidoptera or Diptera, in particular brown planthopper (Nilaparvata lugens), effectively combated. It is also an object of the invention to provide an insect pest product which is excellent shows a synergistic effect and has a low toxicity, so that it can be safely used.

This object is achieved according to the invention by creating an insect pest for agricultural purposes, which O, Q-Di-C2-3-alkyl-S-benzyl- or -S-halobenzylphosphorothiolate and a pyrethroid compound of the formula

I , east,

ι ν / CA,. O C (I)

C <3 ^X CH ₃

wherein X stands for a hydrogen atom or an ethynyl group, as active ingredients.

The insect pest composition of the present invention includes the pyrethroid compound of formula (I) and an O, O-di-Cp_, - alkyl-S-benzyl- or -S-halobenzyl phosphorothiolate, like 0,0-diisopropyl- or 0,0-diethyl-S-benzyl- or -S-halobenzyl phosphorothiolate.

The agent may be simply a mixture of the active compounds _f which is administered after dilution. The active ingredients can also be mixed with suitable diluents, such as carrier materials, diluents, surfactants and dispersants, in an appropriate amount in order to obtain formulations that can be administered, such as dust, wettable powders, flowable microgranulates, granulates, oil preparations, aerosols, vaporizable and emulsifiable concentrates. to obtain. These formulations can be applied directly or after diluting them to an appropriate concentration. The active ingredients can be formulated separately in order to mix them at the time of application.

Suitable carrier materials include solid carriers such as talc, bentonite, clay, kaolin, diatomaceous earth, fine silicon dioxide, Vermiculite, calcium hydroxide, silicate, ammonium sulfate and urea; as well as liquid carriers such as isopropyl alcohol, Xylene, cyclohexanone and kerosene.

Suitable surfactants and dispersants include Alkyl sulfates, alkyl sulfonates, lignin sulfonates, polyoxyethylene glycol ethers, Polyoxyäthylenalkylarylather and Polyoxyäthylensorbltan-monoalkylato.

Other adjuvants or excipients © include carboxymethyl cellulose, Polyoxyethylene glycol and gum arabic.

The concentration of the active ingredients in the application is not critical and is usually in a range of 5 to 5000 ppm, preferably 20 to 2000 ppm. if the Active ingredients can be applied to Sfaßfeider, the concentration be less. The dose of the active ingredient is usually in a range from 0.001 to 1 kg / 10 ares and preferably 0.01 to 0.5 kg / 10 ares.

O, O-Di-Cp_, - alkyl-S-1) enzyl- or -S-halobenzyl-phospho rothiolate has the formula

(C ₂ _ ₃ alkyl-0) ₂

(II)

where Y is hydrogen or a halogen atom. Typical compounds have the formula (II), where Y stands for hydrogen or a chlorine atom and the C ₂ alkyl group is an isopropyl or ethyl group.

0,0-diisopropyl-S-benzyl- or -S-chlorobenzyl-phosphorothiolate are hereinafter referred to as "IBP (1) and (2)".

IBP (1) = 0,0-diisopropyl-S-benzyl-phosphorothiolate; IBP (2) = OjO-diisopropyl-S ^ -chlorobenzyl-phosphorothiolate.

The pyrethroid compounds (I) are as follows. A mixture of these can also be used will.

Connection 1

-H

O-

CZ

(träns-ß> rm)

Connection 2

^Cl

CH " ³

COOCH

Connection 3

C = CH

C - H

3 7-

COOCH I C = CH

(trans-Ebrtn)

Connection 4

/ ^CH 3

H H

COOCH I.

(cis form)

These compounds can be prepared by the method described below as a reference example. The relationship the pyrethroid compound (I) to IBP is in a range from 1:10 to 10: 1, preferably 2½ to 1:10 and in particular 1: 3 to 1:10.

Unlike conventional chrysanthemum monocarboxylates' are the pyrethroid compounds (I) against light, heat or oxidation highly stable. If it does, for is deemed necessary, e.g., if the compositions are expected to be exposed to a highly oxidizing environment an insect pest with stabilized efficacy can be made »by appropriate amounts of an antioxidant or one Incorporated ultraviolet absorbent. Examples of such agents are phenol derivatives, such as BHT (2,6-di-tert-butyl-4-methylphenol) and BHA (butylhydroxyanisole); Bisphenol derivatives and arylamines, such as phenyl anaphthylamine, Phenyl-ß- ^ iaphthylamine and condensates of Phenetidine and acetone in question. In addition, benzophenone compounds be incorporated as stabilizers.

It is also possible to incorporate other active ingredients, for example, other insect pesticides, germicides and fertilizers. This way one gets on agricultural Means that can be used in the area with further effects.

In the insect pest composition of the present invention it is a combination of the pyrethroid bond and IBP. This combination shows an unexpected synergistic insect pesticidal effect against brown plänthopper (Nilaparvata lugens) or the like. This synergistic effect could be due to the use of of the individual connections are not expected.

The insect pests according to the present invention, discovery have an immediate effect, a high lethal effect and a residual effect in control the following insect pests except brown plänthopper (Nilaparvata lugens):

Insect pests which are harmful to rice plants, such as rice stem borer (Chilo suppressalis), green rice leafhopper (Nephotettix cincticeps), planthoppers _/ bugs

Bedbugs, rice leaf beetle (Oulema oryzae), rice leaf miner (Agromyza oryzae), grass leafroller (Cnaphalocrocis medinalis), rice plant skipper (Parnara guttata), rice water weevil (Lissorhoptrus oryzophilus) and weevils or corn worms;

Insect pests that damage crops, such as tabacco cutworm (Spodoptera litura), diamond back moth (Plutella xyloStella), cabbage worms, aphids, cutworms; Insect pests that damage fruit trees, such as Tortrix (Leaf rollers), mites and fruit moths;

»♦ ·

ΛΑ - gr -

Forest-damaging insect pests such as fall webworm (Hyphantria cunea), gypsy moth (Lymantrla dispar) and Beetle;

insect pests occurring in stored grain, such as rice grain worms and Indian meal moth (Plodia interpunctella);

and harmful insect pests such as domestic, Mosquitoes and cockroaches.

The insect pests can be obtained as follows will be presented.

Active ingredient 0.1 to 10% by weight, preferably 0.5 to

5 wt. %

solid support 99.9 to 90% by weight , preferably 99 * 5

up to 95% by weight.

The active ingredients are mixed together with the fine solid carrier and the mixture is pulverized.

Emulsifiable concentrate

Active ingredient 5 to 90% by weight, preferably 20 to

70% by weight

Surfactant 1 to 40% by weight, preferably 5 to

20 wt.%

liquid carrier 9 to 9k wt. $, preferably 10 to

75 G%

The active ingredients are dissolved in the liquid carrier and the surfactant is mixed in.

Wettable powder .

Active ingredient 5 to 90 wt.% _5, preferably 10 to

50% by weight.

Surfactant from 1 to 20 preferably 5 to Gew.?6 _s.

10 G%

solid support 9 to 94 wt.% _9, preferably 40 to

85 G #

The active ingredients are with the solid carrier and the surfactant mixed and the mixture is pulverized.

Oil preparation

Active ingredient 0.05 "to 50% by weight, preferably 0.1 to 30 wt.%

liquid carrier 99.95 to 50 wt. %, preferably 99.9 to less than 70 wt.%

The active ingredients are dissolved in the liquid carrier.

Aerosol preparation

Active ingredient 0.1 to 10% wt., Preferably 0.5 to 5 wt.%

liquid 99.9 to 90 wt. #, preferably 99.5 to Carrier. 95 wt.%

The active ingredients are mixed with the liquid carrier and the mixture is filled into an aerosol container. A valve is put on and a propellant is injected through the valve. This is how you get a Aerosol preparation.

The preparation of the pyrethroid compounds used according to the invention, the preparations and the effects of the insect pests are described below using reference examples, Production examples and experiments explained in more detail.

Reference example 1 Establishing the connection 2

2.28 g of cis-2,2-dimethyl-3- (2,2-dichlorovinyl) -cyclopropanecarbonyl chloride are added to 20 ml of dry benzene dissolved and then 2.34 g of 3- (4-chlorophenoxy) benzyl alcohol are added to the solution and 1.58 g of pyridine added. The mixture is stirred at room temperature overnight. That The reaction mixture is made with dilute hydrochloric acid

-VT-

and water and then dried over anhydrous magnesium sulfate. The low-boiling fraction is under distilled off under reduced pressure. An oily product is obtained.

The product is purified by means of preparative liquid chromatography [Prep LC / System 500, Prep PAK-500 (Trademark) / Silica Column manufactured by Waters Associates; mixed solvent of diisopropyl ether / n-hexane = 6: 94 volume ratio]. 3.91 g of 3- (4-chlorophenoxy) benzyl-cis-2 ', 2-dimethyl-3- (2,2-dichlorovinyl) cyclopropanecarboxylate are obtained (Compound 2) having the following NMR spectrum (yield 92%).

NMR spectrum (90 MHz)

^ HMS ³ " ^{3 s 1 '17} ( ^S ' ^6H ) ' ¹ » 72-2.08 (M, 2H), 5.00 (S, 2H), 6.18 (D, 1H), 6.80- 7.38 (M, 8H).

Reference example 2 Establishing the connection 1

The procedure of Reference Example 1 is repeated. It however, trans-2,2-dimethyl-3- (2,2-dichlorovinyl) -cyclopropanecarbonyl chloride instead of cis-2,2-dimethyl-3-. (2,2-dichlorovinyl) cyclopropanecarbonyl chloride is used. 3.81 g of 3- (4-chlorophenoxy) benzyl-trans-2,2-dimethyl-3- (2,2-dichlorovinyl) cyclopropanecarboxylate are obtained (Compound 1) having the following NMR spectrum (yield 90%).

NMR spectrum (90 MHz)

: 1.11 (S, 3H), 1.21 (S, 3H), 1.56 (D, 1H), 2.18 (dD, 1H), 5.03 (S, 2H), 5.53 (D, 1H), 6.80-7.38 (M, 8H) c

. .; ... . .3139750

• k · »go. J

ΛΗ

Reference example 3 Preparation of compounds 5 and 4

11.4 g of 2,2-dimethyl-3- (2,2-dichlorovinyl) -cyclopropanecarbonyl chloride are dissolved in 120 ml of dry benzene (cis / trans ratio about 50:50) resolved. Then be 12.9 g of 3- (4-chlorophenoxy) -a-äthiny! Benzyl alcohol and further 7 »9 g of pyridine were added dropwise. The mixture is stirred at room temperature overnight. Afterward the reaction mixture is diluted with 100 g of water. The benzene layer is separated with dilute hydrochloric acid and waters washed and over anhydrous magnesium sulfate dried. The low-boiling fraction is then distilled off under reduced pressure, isolating an oil. This oily product is determined by means of preparative liquid chromatography [Prep LC / System 500, Prep PAK (Trademark) 500 / Silica.Column, manufactured by Waters Association; mixed solvent from diethyl ether / n-hexane = 2: 98 volume ratio]. The above procedure provides 20.2 g of 3- (4-chlorophenoxy) o-ethinylbenzyl-2,2-dimethyl-3- (2,2-dichlorovinyl) cyclopropanecarboxylate (Yield 90%). The separation of the cis and trans isomers from one another can be carried out by means of the above mentioned preparative liquid chromatography will. The NMR spectra of these isomers are in given below.

NMR spectra (90 MHz) 6

trans isomer 1.08, 1.13, 1.17, 1.24 (each S, 6H), (Compound 3) _{1> 56 (D) f 1> 58 (D | 1H)>} 2.04-2 , 31 (M, 1H),

2.52-2.61 (M, 1H), 5.55 (D, 1H), 6.36-6.43 (M, 1H), 6.76-7.43 (M, 8H);

• ff ♦

- Ί2Γ-

cis isomer 1.13 »1.16, 1.20, 1.23 (each S, 6η), (compound 4) _{1> 72 <-2ί10 (Μ> 2Η) f 2> 53} -2.6θ (M , 1H),

6.16 (D), 6.18 (D, 1H), 6.32-6.40 (M, 1H), 6.75-7.43 (M, 8H).

Production example 1 dust

A mixture of 0.5 parts by weight of compound 1 and 3 parts by weight ' Parts of IBP (1.) are dissolved in 20 parts by weight of acetone. Then 96.5 parts by weight of talc (300 mesh / 2.5 cm Tyler) are added. After thorough stirring, the Acetone is distilled off, and one obtains a according to the invention Dust.

Production example 2 Emulsifiable concentrate

A uniform, emulsifiable concentrate according to the present invention is obtained by successively mixing 3 parts by weight of compound 2, 30 parts by weight of IBP (1), 53 parts by weight of xylene and 14 parts by weight of a nonionic surfactant (Sorpol, prepared by Toho Kagaku Kogyo K.K.) and by thoroughly stirring the resulting mixture.

Manufacture sbeisp ^ iel ^
Bene tzba res., Powder

A wettable powder according to the present invention is obtained by mixing 20 parts by weight of the compound 3 with 20 W © w. Parts IBP (1). The resulting mixture 5 parts by weight of nonionic surfactant (Sorpol) and 55 parts by weight. Parts of fine silicon dioxide (silicon dioxide hydrate) added. The whole © is mixed thoroughly and ground in a mill.

* · Mm ο

• «:» w «η ν e»

Ak

Production example 4 Oil preparation

An oil preparation according to the present invention is obtained by mixing 0.05 parts by weight of compound 1 with 0.05 parts by weight IBP (1) and dissolving the mixture in Kerosene creating 100 parts by weight.

Production example 5 Aerosol preparation

A solution of 0.2 parts by weight of compound 2 and 2.0 parts by weight IBP (1) in 5 parts by weight of xylene and 7.8 parts by weight of kerosene is filled into an aerosol container. After this a valve has been placed on the container, the aerosol container is filled by filling 85 parts by weight of a Propellant (liquefied petroleum gas) pressurized. In this way, an aerosol preparation is obtained.

Production example 6 dust . .

0.3 part by weight of the compound 1, 2, 3 or 4, 1 part by weight IBP (1) or (2), 1.2 parts by weight of fine silica and 97.5 parts by weight of clay are mixed and pulverized. One dust according to the present invention is obtained in each case.

Production example 7 dust

0.8 parts by weight of the compound 1, 2, 3 or 4, 4 parts by weight of IBP (1) or (2), 3.2 parts by weight of fine silica and 92 parts by weight of clay are mixed and pulverized. One dust according to the present invention is obtained in each case.

Production example 8 Emulsifiable concentrate

A uniform, emulsifiable concentrate according to the present invention is obtained in each case by successively 3 parts by weight of the compound 1, 2, 3 or 4, 18 parts by weight of IBP (1) or (2), 64 parts by weight of xylene and 15 parts by weight of nonionic surfactant (Sorpol SNX) mixed and stir the resulting mixture thoroughly.

Production example 9 Emulsifiable concentrate

A uniform, emulsifiable concentrate according to the present invention is obtained in each case by successively 30 parts by weight of compound 1, 2, 3 or 4, 30 parts by weight of IBP (1) or (2), 25 parts by weight of xylene and. 15 parts by weight of nonionic surfactant (Sorpol SNX) are mixed and the resulting mixture is stirred thoroughly »

Preparation example 10 Wettable powder

In each case, a wettable powder according to the present invention is obtained by adding 10 parts by weight of the compound 1, 2, 3 or 4, 15 parts by weight IBP (1) or (2), 3 parts by weight Sodium alkylbenzenesulfonate, 3 parts by weight of polyvinyl alcohol, 40 parts by weight of fine silica and 29 parts by weight Diatomaceous earth mixed and the resulting mixture pulverized uniformly.

Manufacturing example 11 oil preparation

An oil preparation according to the present invention is used in each case obtained by adding 10 parts by weight of compound 1, 2, 3 or 4 and 10 parts by weight of IBP (1) or (2) in Dissolves 80 parts by weight of xylene.

- 1/6 -

Test attempt 1 Mortality jtpteg't. with brown planthopper fNllaparvate

A pot with a diameter of 10 cm with two young ones Rice plants iin. The 5-leaved stage is made with a wire mesh cage covered and female adults of the brown planthopper are released into it.

The test insects are means with the respective dust a bell jar pollination chamber with a base

2
before dusting with the respective dose from 500 cm under a reduced pressure of 20 cmHg. The pot is left in the chamber for 2 minutes. The bell jar dusting chamber is then removed and each pot is stored in a greenhouse. After 24 hours, the test insects are examined for dead and the percentage mortality is determined.

The results are shown in Table 1.

Active ingredient

Table 1 .

Dose amount d.
(mg / Glok act.
bottle) (mg / bottle)

Number of percentages of internal mortality sects {%)

Compound 1 0.5%
IBP (I) 3% 12.5
25th
50 0.0625 + 0.375
0.125 +0.75
0.25 +1.5 CO CO CO
ο ο ο 60.0
93.3.
100 Connection 2 0.5%
IBP (l) 3% 12.5
25th
50 0.0625 + 0.375
0.125 +0.75
0.25 +1.5 30th
30th
30th 43.3
90.0
100 Connection 3 0.5%
IBP (I) 3% 12.5
. 25th
50 0.0625 + 0.375
0.125 +0.75
0.25 +1.5 30th
30th
30th 70.0
93.3
96.7 Connection 1 0.5% 12.5
25th
50 0.0625
0.125
0.25 30th
30th
30th 6.7
6.7
60.0 Connection 2 0.5% 12.5
25th
50 0.0625
0.125
0.25 30th
30th
30th 0
23.3
80.0. Compound 2 0.5% 12.5
25th
50 0.0625
0.125
0.25 30th
31
29 6.7
54.8
92.9 IB P (I) 3% 50
100 1.5
3 30th
30th "3.3
13.8 S-2539 0.8%
IBP (I) 3% 12.5
25th
50 0.1 +0.375
0.2 +0.75
0.4 +1.5 30th
30th
30th 6.7
76.7
100 no treatment - 30th 0

Note ι 50 mg / bell jar corresponds to a dose of 1 kg / 10 Ar ο

so

- te -

Test attempt 2

Mortality test with larvae of resistant green rice leafhopper (Nephotettix cincticeps) at various

Temperatures

Three young plants at the three-leaf stage are placed in an ink bottle. Their stems are fixed with a rubber stopper. The young plants are sprayed with the respective dust by means of a bell jar pollination chamber with a floor area of 1300 cm under a pressure of 560 mmHg. The bottle is left in the chamber for 2 minutes. After the dust has been applied, the bottle is surrounded with a glass cylinder and the cylinder is closed with an aluminum lid. Each bottle is stored ^{in a constant temperature room at 15 °} C., 23 ^° C. or 30 ^{° C.} The larvae of the resistant green rice leafhopper are released into the cylinder. After 24 hours, the test insects are examined for dead and the percentage mortality is determined. The results are shown in Table 2.

Table 2

Active ingredient Amount of dose (mg / temperature

Active ingredient bell percentage Morta - ($ 0 vessel) lltät (%)

Connection
IBP (1) ^{1 +} 0 , 5, + 3.0 65 Connection
IBP (1) 2 + ₀ , 5, + 3.0 65 Connection 1 0 , 5 65 Connection 2 0 , 5 65 IBP (1) vji , 0 65 no treatment - -

100 96.6 70.0

93 , 5 96 , 7 53 , 3 96 , 7 78 ,1 63 , 3 63 , 3 40 , 0 6th , 7 0 0 0 0 0 0

- 19 -

Test attempt 3

Mortality test with brown planthopper (Nilaparvate lugens) varying the ratio of compound 1 to IBP

In each case, young rice plants in the three-leaf stage are immersed in the respective solution, which contains predetermined concentrations of the active ingredient. The plants are air dried and placed in ink bottles filled with water. The bottles are surrounded with a glass cylinder. Female, adult animals of the brown planthopper are released in the glass cylinder and the cylinder is closed with an aluminum lid. Each bottle is ^{stored at 25 °} C. in a constant temperature room. After 24 hours, the test insects are examined for dead and the mortality percentage is determined. The results are shown in Table 3 .

Table 3
Concentration (TPM) ratio d. Number of d. Percentage

IBP (D Link 1 Active ingredient l: Verb. 1 insects mortality 1000 0 IBP (^ I 0 900 100 10 1 800 200 9 2 700 300 8th 3 600 400 7th 4th 500 500 6th 5 400 600 5 6th 300 700 4th 7th 200 800 3 8th 100 900 2 9 0 1000 1 10 0 30th 20.0 30th 80.0 30th 90.0 30th 93.3. 30th 93.3 30th 100 30th 100 30th . 96.7 30th 93.3 30th 83.3 30th 53.3

No treatment

* · Of

20 -

Test attempt 4 Mortality test with brown planthopper (Nilaparvata lugens)

It becomes a pot with a cross-sectional area of 10 cm χ 10 cm with five young rice plants in the six-leaf stage ■ prepared. The young plants are with the respective Dust sprayed in the appropriate dose, by means of a bell jar pollination chamber with a bottom

2
area of 1300 cm under a reduced pressure of 20 cmllg. The pot is left in the chamber for 2 minutes. After spraying, the pot is covered with a cylindrical wire mesh cage and female, adult brown planthopper animals are released into it. After 24 hours, the test insects are examined for dead animals and the percentage mortality is determined. The tests are repeated three times in a greenhouse using ten test insects for each test. The results are shown in Table 4.

-. .., 0.5 Dose (mg /
GIocken-
Kef ) 390
130
390
130 · 3138750 .1, 0.8 390
130 390
130 iBP (i; 390
130 390
130 Percentage Mor
tality (%) Active ingredient 0.3 3
40)
0.5 3 390
130 0 6.7
3.3 Table 4 0.8 3 33.3
3.3 Amount of
Active ingredient
ftf) 3 55.2
3.3 Compound 1 0.3
(60:40) Connection 2 100.
66.7
100
■ 96.7 100 '
100 6.7
0 Connection 1
(60:
Connection 2 . 0 IBP (1) IBP (1) no treatment

Note: 130 mg / bell jar corresponds to a dose of 1 kg / are. .

Test attempt 6

Mortality test with larvae of resistant diamond back

moth (Plutella xvlostel la) .

One Chinese cabbage leaf is immersed in the respective solution with a predetermined concentration of the Active ingredients immersed. The leaf is then air-dried and each placed in a plastic cup with a diameter of 5.5 cm and a height of 4 cm. Larvae of resistant Plutella xylostella released. The cups are each stored in a constant temperature room at 25 ° C. After 48 hours, the test insects are tested for dead Animals are examined and the percent mortality is determined. The tests are repeated three times, un-

* if WH

- 22 -

the use of 10 test insects. every test. The results are shown in Table 5.

Table 5

Active ingredient concentration
CTpM) 200
40 + 200
+ 40 Percent mortality
(%) Connection 1 200
40 + 200
+ 40 30.0
6.7 Connection 2 200
40 50.0
26.7 Connection -1
IBP (1) 200
40 90.0
70.0 Connection 2
IBP (1) 200 100 ■
76.7 IBP (1) - green 6.7 no treatment 0 Test attempt 6 Mortality test with larvae of
Nephotettix cincticeps) rice leafhopper

Five young plants in the three-leaf stage are transformed into one Immersed solution containing an active ingredient at a predetermined concentration. The plants are air dried and placed in an ink bottle with the stem fixed with a rubber stopper. The bottle is surrounded with a glass cylinder and 10 larvae of Nephotettix cincticeps are released into the cylinder. The cylinder is covered with an aluminum lid. Each bottle is kept in a constant temperature room at 25 ° C kept. After 24 hours, the test larveri are examined for deaths and the respective percentage mortality is determined. According to the method of Sun and Johnson (1960), two active ingredients are used for each remedy a co-toxicity coefficient is calculated.

as

- 33 -

Co-toxicity _ LC _{50 of} the main active ingredient coefficient ~ LCc _{0 of} the main active ^{ingredient S -} with additive

(Non-toxicity of the additive) The results are shown in Table 6.

Table 6

Active ingredient LCc _n (TpM) co-toxicity

. ^{? u} coefficient

Connections 3 and 4 (1: 1) -23 IBP (2)> 8000.

Compounds 3 and 4 (1: 1) + _Q ci IBP (2) (1: 1) ^y - 5, ι

The same results are obtained if 0,0-diisopropyl-S-4-chlorobenzyl-phosphorothiolate, 0,0-diethyl-S-benzyl-phosphorothiolate or O, O-diethyl S-3-chlorobenzyl phosphorothiolate used in test 6 instead of IBP (2).

Claims (9)

Claims 1. · Insect pests, characterized in that the active ingredients are 0,0-di-C ₂ , -alkyl-S-benzyl or -S-halobenzyl phosphorothiolate and a pyrethroid compound of the formula X
CHOC-CH-CH-CH = C <Si ° ^c CH ₃ CH ₃ where X is a hydrogen atom or an ethynyl group stands, includes. 2. Insect pest agent according to claim 1, characterized in that the ratio of the pyrethroid compound to the 0,0-di-C ₂ _: z-alkyl-S-benzyl or -S-halobenzyl phosphorothiolate. is in a range from 1:10 to 10: 1. 3. insect pest agent according to claim 1, characterized in that the ratio of the pyrethroid compound to the 0,0-di-C ₂ _: z ~ alkyl-S-benzyl or -S-halobenzyl phosphorothiolate in a range of 2: 1 to 1: OK. 4. insect pest agent according to claim 1, characterized in that it is _{0,0-diisopropyl-S in the 0,0-di-C 2} -Z-alkyl-S-benzyl or -S-halobenzyl phosphorothiolate -benzyl-phosphorothiolate, 0,0-diisopropyl-S-halobenzyl-phosphorothiolate, 0, O-diethyl-S-benzyl-phosphorothiolate or 0,0-diethyl-S-halobenzylphosphorothiolate. I ft * β ft 5. insect pest composition according to claim 1, characterized in that it is 0,0-di-Cp _- -Z-alkyl-S-benzyl phosphorothiolate to 0, O-diisopropyl-S-benzyl phosphorothiolate. 6; Insect pest agent according to one of Claims 1 to 5, characterized in that an effective Amount of an antioxidant or an ultraviolet absorbent is incorporated. 7 · Insect pest agent according to one of the claims. 1 to. 6, characterized in that a carrier and a surfactant as a diluent and dispersant or emulsifying agents are incorporated. 8. Insect pest composition according to one of the claims 1 to 7, characterized in that it comprises an inert carrier. 9. insect pest agent according to one of claims 1 to 8, characterized in that there is a Total amount of active ingredients in a range of 0.05 comprises up to 90 % by weight ..,